REACTION OF 1-(DIPHENYLMETHYLENE)-2(1H)-AND 4-(DIPHENYLMETHYLENE)-1(4H)-NAPHTHALENONES WITH TRIS(DIALKYLAMINO)PHOSPHINES AND ETHYLDIPHENYLPHOSPHINITE

Abstract

Naphthalenone 1 reacts with tris(dialkylamino)phosphines 3 in refluxing benzene to give the corresponding 1,2-dihydro-2-dialkylamino-1,1-diphenylnaphth[1,2-d-][1, 2]oxaphosphine-2-oxides (7a, b). Reaction of 1 with 3a in boiling methanol affords the oxaphosphole 8 and adduct 9. The oxaphosphine 11 is obtained upon reacting 1 with ethyldiphenylphosphinite (10). Naphthalenone 2 reacts with 3a to give triaminodioxyphosphorane 13. Pyrolysis of 13 yields 2 and aminophosphine 3a. Upon reacting 2 with 10, adduct 14 is obtained. Structural assignments are based on analytical, chemical and spectroscopic evidence.

Key Words:

• Phosphines
• phosphinites
• NMR
• IR